136629-02-2Relevant academic research and scientific papers
Reaction of isopulegol and similar alcohols with sulfuryl chloride
Bulliard, M.,Balme, G.,Monteiro, N.,Gore, J.
, p. 222 - 231 (2007/10/02)
The reaction of isopulegol with sulfuryl chloride (or chlorine) gives two types of products: on one hand 8-chlorocitronellal and 6-chloroisocitronellal both issued from a fragmentation pathway and, on the other hand 10-chloroisopulegol resulting from an allylic chlorination.The first process, the radical nature of which is demonstrated, is clearly favored by elevated temperatures while the second one is exclusive at 0 deg C.Homologous compounds such as p-mentha-1,8-dien-5-ols, 3-phenylisopulegol and isopulegone dioxolane give rise to one or both of these processes. --- Key Words: allylic chlorination / radical fragmentation
